Pyrethroid insecticidal compositions containing an emulsifier and a bacterio-fungistat



United States Patent O i 3,492,402 PYRETHROID lNSECTlClDAL COMPOSITIONS CONTAINING AN EMULSIFIER AND A 3,492,402 Patented Jan. 27, 1970 COMPOSITION II i Percent by weight BACTERIO-FUNGITAT Component 323?: Preferred Grifiin J. Baker, Edina, Minn., assignor t McLaugh Pymthmid 4 0 5 2 0 Gormley King Company, Minneapoli Mln L, a r- Piperonylbutoxide (Pyrethroid synergist) 0.0410 1. 04.0 N ptgation of gfillgesolg t f b d d 1 Ngltilgtli gglggiglilstilitene dicarboximide (Pyie- 0 (H5 0 1 H 6 0 rawm om nna on-mar 0 a an one a icafin seine. 494 870, with, 1965. This militia assassineasierseek: iititt ants Feb. 1, 1967, Ser. No. 613,083 10 Carrie! -150 BIO-lilo Int. Cl. A0111] 9/24 U.S. Cl. 424-186 7 Claims The carrier can be any of the pyrethroid solvents such as naphtha, kerosene, lubricating oils of light viscosity, or heavier hydrocarbon oils, benzene and the like which ABSTRACT OF THE DISCLOSURE 15 are commonly employed in the art as bases for insec- Insecticidal compositions containing a pyrethroid (opiicidai Compositions h P p y buioifide and i y tionally pyrethroid synergists), an emulsifier, a bacteriohicyciohepiehe dicarhoximide are PYFeihTlh syherglsis and f i t t and a carrier one or the other or both can be omitted or replaced by other equivalent pyrethrin synergists, such as, for example, m N-propyl isomer or sulfoxide and the like. The octylphe- This application is a continuation-in-part of my coyp lf i y yl ethanol is P of a series of pending application Ser. No. 494,870 filed Oct. 11, 1965, emulsifymg agents pp commerclally under the tradenow abandoned mark Igepal. The preferred emulsifier employed in the This invention relates to improvements in insecticidal Preseiit Compositions is igepfli (DA-630 and a IIOIIiOHiC, comnoshions free flowing, slightly viscous liquid having a specific gravpg extracts or pyrethrins and similar ity of 1.06 to 1.07 at 25 C. The neutralization number throids such as allethrin and dimethrin have been used sucof the mahenai K P 1 gram Sample f P -O cessfully in insecticidal compositions to combat a variety is maximhm and its Cloud Point soiiiiioh in of insects. LikeWise, it is quite common in the art to iiiied is T e y- Y utilize synergists with the pyrethroids to increase their dioxiihe is a bacierio'fuflglstat f 1s lfp effectiveness and to achieve greater economy in the prepinefclaiiy uhdef the thademai'k DiOXIIL The lsopiopahol aration of insecticidal compositions. Generally the insec- Is also abacterlq i F ticidal agents, that is the pyrethroid and pyrethroid syner- The pyrethroid Insecticidal compqsltlohs 0f the invengists, are employed i a carrier Such as a petroleum 1 tion are admirably suited for use dilution with water to to f a concentrate which in ultimate use may he form a clear stable aqueous emulsion. Dilution rates can diluted with water vary widely depending upon the intended insecticidal ap- Such pyrethroid concentrates generally exhibit disadpiicatioh- Thus, exampifi, a fiiiution 0f 1 P Of vantages in that the concentrates themselves are usually Position I With 35 Parts y Weight of Water is Preferred not clear liquids and wh dilut d i h Water f a for the control of household flying insects such as househazy or cloudy emulsion. It is desirable that the insec- 4O {lies or mosquitoes. However, for control of insects affectticide in use be a clear liquid. Moreover, the convenhousehold and gardsh Pi such as aphids: chbhilge tional pyrethroid concentrates when in the aqueous emuli ieaf Toners, White iilesahd so forth, h dilution sion form are not suitably stable when subjected to low rate is Preferably 1 P Of this Concentrate With 500 to or elevated temperatures. Furthermore, the emulsions O Parts of Water- However, for most household ihsec usually undergo microbiological deterioration and freiicidal appiifations 1 Part by Weight of Composition 1 will quently growths of organisms are detected in the emulbe diluted Y h ab011i25 i0 iO P i h Weight of Watersions within relatively Short periods of storage In use d1lut1on of composition II 1t 1s preferred that the The present invention provides novsl ff ti insec isopropanol be present in the final dilute composition in ticidal compositions containing a pyrethroid, which coman amount P about by h positions themselves are relatively clear and form in water h paiiicuiariy Pieferrefi insecticidal Composition of a clear emulsion which remains stable at low and elevated the invention has the fOiiOWlng P temperatures and which are resistant to microbiological C t; Percent by weight growth. As used throughout this application, the term Pyrethrins (pyrefhrum extract) 7 py f embraces py s and py i Piperonyl butoxide (pyrethrin synergist) 5.4 like materials such as allethrin, d methrin and the like. 5 1 bi l h dicarboximide 9 Preferred lIlSfiCtlCldfihCOl'llPOSltlOnS of the nvention are o t l h l (ethyleneoxy) ethanol 4 comprised of the fOllOWlIl g1I 1 the ranges specified for dilu- 6-3%toxyqAhimethYhmhioXahe 5 tion in Water, although it is to be understood that the Hydrocarbon oil carrier 1 components can be employed in amounts outside the specified ranges depending upon the intended use, dilu- The above paftmlariy preferred 9 ?a tion rate and so forth fied as formulation X, was tested for its insecticldal effectiveness against houseflies by the standard Peet Grady COMPOSITION 1 test method at a dilution of 1 part of the concentrate to Percent by weight 35 parts water by weight. The insecticidal effectiveness Broad is evidenced by the following comparison with the ofiicial Component range Preferred test insecticide (0T1): Pyrethroid 0. 5-4. 5 2. 0-3. 0 Piperonyl Butoxide (Pyrethroid Synergist) 0-9. 0 4. 0-6. 0 Ave. Percent knockdown N-oetyl bicycloheptene dicarboximide (Pyre Av t throid Synergist) 0-15. 0 6. 6-10. 0 Sample 3 5' 10 kill, 24 hrs, Oetylphenoxpoly (ethyleneoxy) ethanol 40.0-90.0 60.075.0 6-Acetosy-2,4-d1methyl-n1-d1osane 0. 5-10. 0 2. 7-5. 0 Formulation X 20 50 92 92 Gender 3. 5-57. 0 10 0-16. 0 GT1 88 91 94 52 Ave. percent; dead and moribund Direct roach spray results 24 hrs. 48 hrs.

Formulation X OTI 90 Another particularly preferred composition of the invention has the following make-up:

Component: Percent by weight Pyrethrins 0.983 Piperonyl butoxide 1.966 N-octyl bicycloheptene dicarboximide 3.275 Petroleum distillate 4.694

Octylphenoxypoly (ethyleneoxy) ethanol 25.448 Isopropanol 63.634

The above preferred composition, identified as formulation Y, was diluted with deionized water at a rate of 7.639% of the concentrate to 92.361% water by weight so as to result in the isopropanol content of the final dilute composition being approximately 4.86%.

Formulation Y in the dilution indicated was tested for insecticidal effectiveness against houseflies by the standard Peet Grady test method (Soap & Chemical Specialties Blue Book, 1964, p. 22325). One sample of the diluted formulation Y was stored in brown glass bottles at room temperature for one year prior to the test. Sample Y was a fresh similarly diluted composition. The test results were as follows:

Average percent knockdown, minutes Average perone year storage was clear with no and possessed Sample Y after evidence of microbiological growth therein excellent insecticidal activity.

As previously indicated, not only are the compositions of the invention effective insecticides but they are unique with respect to clarity and stability. Conventional insecticidal compositions comprised of pyrethroids, pyrethroid synergists and carriers such as hydrocarbon oils commonly exhibit microbiological growth visible to the naked eye in such short periods as one month after preparation. In contrast, the compositions of the invention have been stored for considerably longer periods without evidence of any microbiological growth therein. Also, the compositions of the invention when diluted with water are relatively clear and evidence no deterioration of the pyrethroids after storage at room temperature in brown glass, or at 100 F. for extended periods. The compositions of the invention are thus adapted for dilution with Water to form effective insecticidal sprays and the like.

I claim:

1. An insecticidal composition comprising from about 0.5 to 4.5% by weight of a pyrethroid, from about 40.0% to 90.0% by weight of the liquid nonionic octylphenoxypoly (ethyleneoxy) ethanol having a specific gravity of about 1.07 at 25 C., from about 0.5% to 10.0% by weight of 6- acetoxy-2,4-dimethyl-m-dioxane 4 and from about 3.5% to 57.0% by weight of a pyrethroid solvent as a carrier therefor.

2. An insecticidal composition comprising from about 2.0% to 3.0% by weight of a pyrethroid, from about 4.0% to 6.0% by weight of piperonyl butoxide, from about 6.6% to 10.0% by Weight of N-octyl bicycloheptene dicarboximide, from about 60.0% to 75.0% by weight of the liquid nonionic octylphenoxypoly (ethyleneoxy) ethanol having a specific gravity of about 1.07 at 25 C., from about 2.7% to 5.0% by weight of 6-acetoxy- 2,4-dimethyl-m-dioxane and from about 10.0% to 16.0% by weight of a pyrethroid solvent as a carrier therefor.

3. An insecticidal composition comprising from about 0.3% to 4.5 by weight of a pyrethroid, from about 15.0% to 90.0% by weight of the liquid nonionic octyl phenoxypoly (ethyleneoxy) ethanol having a specific gravity of about 1.07 at 25 C., from about 10.0% to 90.0% by Weight of isopropanol and from about 2.5% to 15.0% by Weight of a pyrethroid solvent as a carrier therefor.

4. An insecticidal composition comprising from about 0.5% to 2.0% by weight of a pyrethroid, from about 1.0% to 4.0% by weight of piperonyl butoxide, from about 1.6% to 6.6% by Weight of N-octyl bicycloheptene dicarboximide, from about 20.0% to 30.0% by Weight of the liquid nonionic octylphenoxypoly (ethyleneoxy) ethanol having a specific gravity of about 1.07 at 25 C., from about 40.0% to 80.0% by weight of isopropanol and from about 3.0% to 10.0% by weight of a pyrethroid solvent as a carrier therefor.

S. In the process of preparing an insecticidal composition which comprises incorporating a pyrethroid insecticide in a pyrethroid solvent, the improvement which consists in incorporating therein as an emulsifier the liquid nonionic octylphenoxypoly (ethyleneoxy) ethanol having a specific gravity of about 1.07 at 25 C., and a compound selected from the group consisting of isopropanol and 6-acetoxy-2,4-dimethyl-m-dioxane.

6. In the process of preparing an insecticidal composition which comprises incorporating a pyrethroid insecticide in a pyrethroid solvent, the improvement which consists in incorporating therein as an emulsifier the liquid nonionic octylphenoxypoly (ethyleneoxy) ethanol having a specific gravity of about 1.07 at 25 C. in an amount of from 15.0% to 90.0% by weight, and isopropanol in an amount of from 10.0% to 90.0% by weight.

7. In the process of preparing an insecticidal composition which comprises incorporating a pyrethroid insecticide in a pyrethroid solvent, the improvement which consists in incorporating therein as an emulsifier the liquid nonionic octylphenoxypoly (ethleneoxy) ethanol having a specific gravity of about 1.07 at 25 C. in an amount of from 15.0% to 90.0% by weight, and 6-acetoxy-2,4- dimethyl-m-dioxane in an amount of from 0.5% to 10.0% by weight.

References Cited UNITED STATES PATENTS 2,755,218 7/1956 Beroza l6733 2,990,320 6/1961 Hartle et al. l6724 3,186,903 6/1965 Soltes 16724 ALBERT T. MEYERS, Primary Examiner D. M. STEPHENS, Assistant Examiner U.S. Cl. X.R. 424-278, 341 

